Metabolite Card
Formula: C5H11NO3S (165.046)
SMILES: CS(=O)CC[C@H](N)C(O)=O
Synonyms [en]
L-methionine S-oxide; L-methionine sulfoxide; methionine sulfoxide; methionine S-oxide; DL-Methionine sulfoxide; methionine sulfoxide, (R-(R*,S*))-isomer
Last reviewed on 2024-06-28.
Cite this Page
L-Methionine S-oxide. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000013089). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Methionine sulfoxide belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Methionine sulfoxide exists in all living species, ranging from bacteria to humans. Within humans, methionine sulfoxide participates in a number of enzymatic reactions. In particular, methionine sulfoxide can be biosynthesized from L-methionine through its interaction with the enzyme methionine-R-sulfoxide reductase B3. In addition, methionine sulfoxide can be biosynthesized from L-methionine through the action of the enzyme methionine-R-sulfoxide reductase b2, mitochondrial. In humans, methionine sulfoxide is involved in the metabolic disorder called hypermethioninemia.
DBLinks
- CAS Registry Number: 3226-65-1
- PubChem CID: 158980
- ChEBI: 17016
- HMDB: HMDB0002005
- LipidMaps:
- KEGG: C02989
- BioCyc: CPD0-1959
- NCBI MeSH: methionine sulfoxide
- Wikipedia: Methionine sulfoxide
Other DBLinks
- CAS Registry Number: 3226-65-1
- CAS Registry Number: 454-41-1
- CAS Registry Number: 62697-73-8
- CAS Registry Number: 86631-49-4
- PubChem: 10062737
- PubChem: 158980
- PubChem: 847
- ChEBI: ChEBI:17016
- ChEBI: ChEBI:49032
- ChEBI: ChEBI:49033
- HMDB: HMDB0002005
- HMDB: HMDB02005
- KEGG: C02989
- BioCyc: CPD0-1959
- BioCyc: L-Methionine-sulfoxides
- NCBI MeSH: methionine sulfoxide
- Wikipedia: Methionine sulfoxide
- Wikipedia: Methionine_sulfoxide
- DrugBank: DB02235
- RefMet: RM0050489
- MoNA: BML81130
- MoNA: BML81131
- MoNA: BML81132
- MoNA: BML81133
- MoNA: FiehnHILIC000518
- MoNA: FiehnHILIC000519
- MoNA: FiehnHILIC001325
- MoNA: FiehnHILIC002091
- MoNA: FiehnHILIC002821
- MoNA: FiehnLib000905
- MoNA: FiehnLib000906
- MoNA: FiehnLib000907
- MoNA: HMDB0002005_c_ms_1434
- MoNA: HMDB0002005_ms_ms_1941
- MoNA: HMDB0002005_ms_ms_1942
- MoNA: HMDB0002005_ms_ms_1943
- MoNA: MoNA010669
- MoNA: MoNA010670
- MoNA: MoNA010671
- MoNA: MoNA010672
- MoNA: MoNA010673
- MoNA: MoNA010674
- MoNA: PM000940
- Metlin: METLIN_63430
Class / Ontology
- WishartLab ClassyFire: [Amino acids, peptides, and analogues] Amino acids, peptides, and analogues
- RefMet: [Amino acids] Amino acids
- ChEBI: [CHEBI:49033] methionine S-oxide
- ChEBI: [CHEBI:17016] L-methionine S-oxide
| ID | EC Number | Name |
|---|---|---|
| KEGG:R02025 | 1.8.4.13 | L-methionine:oxidized-thioredoxin S-oxidoreductase |
| BioCyc:RXN0-6721 | MET + HYDROGEN-PEROXIDE --> L-Methionine-sulfoxides + WATER | |
| BioCyc:TRANS-RXN0-511 | L-Methionine-sulfoxides + WATER + ATP --> L-Methionine-sulfoxides + Pi + PROTON + ADP | |
| BioCyc:RXN-13638 | 1.14.11.- | MET + 2-KETOGLUTARATE + OXYGEN-MOLECULE --> L-Methionine-sulfoxides + SUC + CARBON-DIOXIDE |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP1311 | Folic acid network |
| WikiPathways:WP1272 | Selenium micronutrient network |
| WikiPathways:WP15 | Selenium micronutrient network |
| WikiPathways:WP3604 | Biochemical pathways: part I |
| WikiPathways:WP1310 | Selenium micronutrient network |
| WikiPathways:WP3580 | Methionine de novo and salvage pathway |
| WikiPathways:WP1273 | Folic acid network |
| WikiPathways:WP3257 | Selenium micronutrient network |